Abstract
An efficient and green one pot method is reported for regioselective synthesis of 1,4-disubstituted 1,2,3- triazoles. In this method, β-ketoazides are generated via in situ reaction between α-bromo ketones and 1-butyl-3- methylimidazolium azide [bmim]N3 in aqueous ethanol and reacted with terminal acetylenes using Cu-CuSO4 at room temperature to afford 1,4-disubstituted 1,2,3-triazoles.
Keywords: α-Bromo ketones, 1-butyl-3-methylimidazolium azide, click reaction, copper-copper sulfate, cycloaddition, 1, 4- disubstituted 1, 2, 3-triazoles, three component reaction.
Letters in Organic Chemistry
Title:Green and Facile Synthesis of 1,4-Disubstituted 1,2,3-Triazoles via a Click Reaction of α-Bromo Ketones, [bmim]N3 and Terminal Acetylenes
Volume: 10 Issue: 10
Author(s): Azadeh Fazeli, Hossein A. Oskooie, Yahya S. Beheshtiha, Majid M. Heravi and Hassan Valizadeh
Affiliation:
Keywords: α-Bromo ketones, 1-butyl-3-methylimidazolium azide, click reaction, copper-copper sulfate, cycloaddition, 1, 4- disubstituted 1, 2, 3-triazoles, three component reaction.
Abstract: An efficient and green one pot method is reported for regioselective synthesis of 1,4-disubstituted 1,2,3- triazoles. In this method, β-ketoazides are generated via in situ reaction between α-bromo ketones and 1-butyl-3- methylimidazolium azide [bmim]N3 in aqueous ethanol and reacted with terminal acetylenes using Cu-CuSO4 at room temperature to afford 1,4-disubstituted 1,2,3-triazoles.
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Fazeli Azadeh, Oskooie A. Hossein, Beheshtiha S. Yahya, Heravi M. Majid and Valizadeh Hassan, Green and Facile Synthesis of 1,4-Disubstituted 1,2,3-Triazoles via a Click Reaction of α-Bromo Ketones, [bmim]N3 and Terminal Acetylenes, Letters in Organic Chemistry 2013; 10 (10) . https://dx.doi.org/10.2174/15701786113109990036
DOI https://dx.doi.org/10.2174/15701786113109990036 |
Print ISSN 1570-1786 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-6255 |
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